Windbreakers are having another fashion moment, which means I’ve spent the last few months trying to convince myself I’m the kind of person who would wear one. The spring/summer 2026 runways certainly tried: Tory Burch styled them with sleek skirts; Saint Laurent debuted a few colorful styles; and even Hailey Bieber, paired hers with lingerie-inspired shorts look at the Saint Laurent Spring 2026 show. And yet, every time I put one on, I feel like I’m headed to mandatory middle-school field day.
I’ve tried to understand the appeal. Fashion is still obsessed with sporty nostalgia. And designers keep trying to sell us the fantasy that we are all cool women tossing lightweight technical jackets over slip dresses. But for me, windbreakers have never unlocked that fantasy. They interrupt my outfit instead of completing it.







